Chawla Ruchi, Singh Atul K, Dutta Pradip K
Polymer Research Laboratory, Department of Chemistry, Motilal Nehru National Institute of Technology Allahabad, Prayagraj 211004, India.
Department of Chemistry, University of Allahabad, Prayagraj 211002, India.
Org Biomol Chem. 2024 Jan 31;22(5):869-893. doi: 10.1039/d3ob01599h.
The photochemical action of arylazo sulfones under visible light irradiation has recently gained considerable attention for the construction of carbon-carbon and carbon-heteroatom bonds in organic synthesis. The inherent dyedauxiliary group (-NSOR) embedded in the reagent is responsible for the absorption of visible light even in the absence of a photocatalyst, additive or oxidant, leading to the generation of three different radicals, . aryl (carbon-centred), sulfonyl (sulphur-centred) and diazenyl (nitrogen-centred) radicals, under different reaction conditions. Encountering a reagent with such a versatile behaviour is quite rare, which makes arylazo sulfones a highly interesting class of compounds. The mild reaction conditions under which these reagents can operate are an added advantage. Recently, they are also being used as non-ionic photoacid generators (PAGs), electron acceptors, and hydrogen atom transfer (HAT) and imination reagents in a number of synthetic transformations. They have displayed substantial damaging effect on the structure of DNA in the presence of light which can lead to their use as phototoxic pharmaceuticals for cancer treatment. Moreover, their photochemistry is also being exploited in polymerization reactions (as photoinitiators) and in materials chemistry (surface modification).
芳基偶氮砜在可见光照射下的光化学作用最近在有机合成中构建碳-碳键和碳-杂原子键方面受到了广泛关注。试剂中嵌入的固有染料辅助基团（-NSOR）即使在没有光催化剂、添加剂或氧化剂的情况下也能吸收可见光，从而在不同反应条件下产生三种不同的自由基，即芳基（碳中心）、磺酰基（硫中心）和重氮基（氮中心）自由基。遇到具有如此多功能行为的试剂非常罕见，这使得芳基偶氮砜成为一类非常有趣的化合物。这些试剂能够在温和的反应条件下发挥作用是一个额外的优势。最近，它们还被用作非离子型光产酸剂（PAGs）、电子受体以及氢原子转移（HAT）和亚胺化试剂用于许多合成转化反应。在光照下，它们对DNA结构显示出显著的破坏作用，这可能使其用作癌症治疗的光毒性药物。此外，它们的光化学性质也被用于聚合反应（作为光引发剂）和材料化学（表面改性）。
